3C-E

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3C-E, also known as 4-ethoxy-3,5-dimethoxyamphetamine or as α-methylescaline (3C-escaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to 3,4,5-trimethoxyamphetamine (TMA).<ref name="PiHKAL">PiHKAL entry</ref><ref name="Trachsel_2013">Template:Cite book</ref><ref name="Kolaczynska_2021">Template:Cite journal</ref> It is the amphetamine (3C) analogue of escaline.<ref name="PiHKAL" /><ref name="Kolaczynska_2021" /> The drug has a dose range of 30 to 60Template:Nbspmg orally, with a typical dose estimate of 45Template:Nbspmg, and a duration of 8 to 12Template:Nbsphours.<ref name="PiHKAL" /><ref name="Shulgin_2003">Template:Cite book</ref><ref name="Trachsel_2013" /><ref name="Kolaczynska_2021" /><ref name="Halberstadt_2020">Template:Cite journal</ref> It has about the same potency as escaline.<ref name="PiHKAL" /><ref name="Shulgin_2003" /><ref name="Nichols_1994">Template:Cite book</ref> The drug is a potent serotonin 5-HT2A receptor agonist and also interacts with other serotonin receptors and targets.<ref name="Kolaczynska_2021" /><ref name="Trachsel_2013" /> It produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.<ref name="Halberstadt_2019" /><ref name="Halberstadt_2020" /> 3C-E was first described in the scientific literature by Benington and colleagues in 1954.<ref name="Benington_1954">Template:Cite journal</ref> Alexander Shulgin and colleagues reported an active dose of 40Template:Nbspmg based on unpublished findings in a 1978 literature review.<ref name="Braun_1978">Template:Cite book</ref><ref name="cited3676b86">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> Subsequently, Shulgin further reported the properties and effects of 3C-E in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).<ref name="PiHKAL" /> The drug was encountered as a novel designer drug in Europe in 2013.<ref name="EMCDDA2013">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref><ref name="King_2014">Template:Cite journal</ref><ref name="Halberstadt_2019">Template:Cite journal</ref>

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